FADB-China

FADB-China ID	C0441
Substance Name	Isorhamnetin-3-O-rutinoside
Substance Chinese Name	异鼠李酸-3- o -芦丁苷
Molecular Name	Isorhamnetin-3-O-rutinoside
Molecular Chinese Name	异鼠李酸-3- o -芦丁苷
2D Structure
CAS Number	604-80-8
PubChem CID	5481663
Formula	C28H32O16
IUPAC Name	5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
InChI Key	UIDGLYUNOUKLBM-GEBJFKNCSA-N
InChI	InChI=1S/C28H32O16/c1-9-18(32)21(35)23(37)27(41-9)40-8-16-19(33)22(36)24(38)28(43-16)44-26-20(34)17-13(31)6-11(29)7-15(17)42-25(26)10-3-4-12(30)14(5-10)39-2/h3-7,9,16,18-19,21-24,27-33,35-38H,8H2,1-2H3/t9-,16+,18-,19+,21+,22-,23+,24+,27+,28-/m0/s1
Canonical SMILES	CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC)O)O)O)O)O)O
Isomeric SMILES	C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC)O)O)O)O)O)O
CFM-ID 3.0	URL Link
Related links	Processing
Addition Purposes	Reduce cost
Molecular Synonyms	Narcissoside 604-80-8 Narcissin Narcissin Flavonol Isorhamnetin 3-O-rutinoside Isorhamnetin-3-O-rutinoside UNII-N4AX11L1TF Isorhamnetin 3-rhamnoglucoside Isprhamnetin-3-rutinoside Isorhamnetin 3-rutinoside
Data Uploader	Shuyu Ouyang
Update Date	Jul 25, 2019 20:46

Property Name	Property Value
Molecular Weight	624.5
Hydrogen Bond Donor Count	9
Hydrogen Bond Acceptor Count	16
Rotatable Bond Count	7
Complexity	1040
Monoisotopic Mass	624.16903495
Exact Mass	624.16903495
XLogP	-1
Formal Charge	0
Heavy Atom Count	44
Defined Atom Stereocenter Count	10
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB-	0.9466
Human Intestinal Absorption	HIA+	0.6344
Caco-2 Permeability	Caco2-	0.8957
P-glycoprotein Substrate	Substrate	0.6954
P-glycoprotein Inhibitor	Non-inhibitor	0.8782
P-glycoprotein Inhibitor	Non-inhibitor	0.8050
Renal Organic Cation Transporter	Non-inhibitor	0.8975
Distribution
Subcellular localization	Mitochondria	0.6902
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8079
CYP450 2D6 Substrate	Non-substrate	0.9117
CYP450 3A4 Substrate	Substrate	0.5311
CYP450 1A2 Inhibitor	Non-inhibitor	0.9045
CYP450 2C9 Inhibitor	Non-inhibitor	0.9071
CYP450 2D6 Inhibitor	Non-inhibitor	0.9231
CYP450 2C19 Inhibitor	Non-inhibitor	0.9025
CYP450 3A4 Inhibitor	Non-inhibitor	0.8619
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.6670
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9863
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.7873
AMES Toxicity	Non AMES toxic	0.8976
Carcinogens	Non-carcinogens	0.9649
Fish Toxicity	High FHMT	0.8594
Tetrahymena Pyriformis Toxicity	High TPT	0.9961
Honey Bee Toxicity	High HBT	0.6695
Biodegradation	Not ready biodegradable	0.8830
Acute Oral Toxicity	III	0.6904
Carcinogenicity (Three-class)	Non-required	0.6995

Model	Value	Unit
Aqueous solubility	-2.6485	LogS
Caco-2 Permeability	-0.4128	LogPapp, cm/s
Rat Acute Toxicity	2.6228	LD50, mol/kg
Fish Toxicity	0.8428	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	0.5803	pIGC50, ug/L

Related Foods

FADB-China ID	F0109
Food Image
Food Name	Fruit juice
Food Chinese Name	果汁
Food Type	Processed food
References	Structural identification of compounds for use in the detection of juice-to-juice debasing between apple and pear juices

Name	Source	PubChem Link
Rutin	FRCD	Link
RUTIN	FRCD	Link
Astragalin	FRCD	Link
Quercitrin	FRCD	Link
Myricitrin	FRCD	Link
Troxerutin	ToxCast & Tox21 Chemicals	Link
Quercitrin	FRCD	Link
Monoxerutin	FRCD	Link
Hyperoside	FRCD	Link
Isoquercitrin	FRCD	Link
Hyperin	FRCD	Link

Title	DOI/PubMed/ISSN
Structural identification of compounds for use in the detection of juice-to-juice debasing between apple and pear juices.	28958538
Structural identification of compounds for use in the detection of juice-to-juice debasing between apple and pear juices